4-(1-(2-chloro-4-(2-methoxyethoxy)-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

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Chemical Name:4-(1-(2-chloro-4-(2-methoxyethoxy)-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid
CAS No.:1562995-40-7
Molecular Formula:C₂₄H₁₉ClFN₃O₅
Molecular Weight:483.883
Hs Code.:

Synonyms:4-(1-(2-chloro-4-(2-methoxyethoxy)-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

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Chemical Property of 4-(1-(2-chloro-4-(2-methoxyethoxy)-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

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Technology Process of 4-(1-(2-chloro-4-(2-methoxyethoxy)-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

There total 9 articles about 4-(1-(2-chloro-4-(2-methoxyethoxy)-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 23.0%

: 1562995-87-2
4-(1-(2-chloro-4-hydroxy-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

: 6482-24-2
2-Bromoethyl methyl ether

: 1562995-40-7
4-(1-(2-chloro-4-(2-methoxyethoxy)-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

Guidance literature:: 4-(1-(2-chloro-4-hydroxy-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid; With sodium hydride; In N,N-dimethyl-formamide; for 0.5h;

2-Bromoethyl methyl ether; In N,N-dimethyl-formamide; for 3h;

Reference yield:

: 1562995-95-2
4-bromo-2-chloro-6-methylbenzoyl chloride

: 1562995-40-7
4-(1-(2-chloro-4-(2-methoxyethoxy)-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap; triethylamine / dichloromethane / 2 h / 20 °C

2.1: water; potassium hydroxide; C₃₁H₅₀OP₂; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h

3.2: 3 h

With dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; C₃₁H₅₀OP₂; water; sodium hydride; triethylamine; potassium hydroxide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 633328-40-2
3-iodo-1H-pyrazolo[4,3-b]pyridine

: 1562995-40-7
4-(1-(2-chloro-4-(2-methoxyethoxy)-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: toluene-4-sulfonic acid / tetrahydrofuran / 6 h / Reflux

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / toluene; ethanol / 6 h / 120 °C / Inert atmosphere

3.1: hydrogenchloride / methanol / 14 h / Reflux

4.1: dmap; triethylamine / dichloromethane / 2 h / 20 °C

5.1: water; potassium hydroxide; C₃₁H₅₀OP₂; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

6.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h

6.2: 3 h

With hydrogenchloride; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; C₃₁H₅₀OP₂; water; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; triethylamine; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 2.1: |Suzuki Coupling;